Cytotoxic clerodane diterpenoids from Casearia obliqua

J Nat Prod. 2009 Oct;72(10):1847-50. doi: 10.1021/np9004079.

Abstract

A crude bioactive EtOH extract of the twigs of Casearia obliqua afforded two new clerodane diterpenes, caseobliquins A (1) and B (2). Additionally, bioactivity-directed fractionation on a bioactive hexane extract of the leaves from this species led to the isolation of the known clerodane diterpenes rel-6beta-hydroxyzuelanin-2beta-benzoate and rel-2alpha-hydroxyzuelanin-6beta-benzoate (3 and 4) as a mixture and 2beta-hydroxyzuelanin-6beta-cinnamate (5). The structures of the new clerodanes 1 and 2 were established on the basis of their 1D and 2D NMR spectroscopic data, and the new compound 1 and the known substance 5 had their absolute configurations determined by circular dichroism spectroscopy. The cytotoxicity of several of the compounds isolated was evaluated against a small panel of human tumor cell lines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Brazil
  • Diterpenes, Clerodane / chemistry
  • Diterpenes, Clerodane / isolation & purification*
  • Diterpenes, Clerodane / pharmacology*
  • Drug Screening Assays, Antitumor
  • Humans
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Leaves / chemistry
  • Plants, Medicinal / chemistry*

Substances

  • Antineoplastic Agents, Phytogenic
  • Diterpenes, Clerodane
  • caseobliquin A
  • caseobliquin B